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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 527581Generated: October 30, 2026

Potassium Carbonate → 2-[(3-Ethyl-1,3-dihydro-2-benzofuran-4-yl)oxy]-5-nitropyridine

https://huagongshe.com/reaction/527581

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-5-nitropyridineHCID 78308—
Reactant3-Ethyl-1,3-dihydro-2-benzofuran-4-olHCID 67959934—
SolventDimethylformamideHCID 6228—
Product2-[(3-Ethyl-1,3-dihydro-2-benzofuran-4-yl)oxy]-5-nitropyridineHCID 67960653112.6%

Reaction Conditions

Temperature110 °C

Reaction Steps

In a 0.5-2.0 ml micro-wave vial 3-ethyl-1,3-dihydro-2-benzofuran-4-ol (Intermediate 106, 49.7 mg) was dissolved in N,N-dimethylformamide (1.5 ml) to give a pale yellow solution. 2-chloro-5-nitropyridine (48.0 mg, 0.303 mmol) and potassium carbonate (125 mg, 0.908 mmol) were added. The reaction vessel was sealed and heated in micro-wave Biotage Initiator at 110° C. for 1 hour. After cooling, the reaction completed. The reaction mixture was then quenched with 5 ml of water and diluted with 25 ml of Et2O. The aqueous phase was extracted with 3×10 ml of Et2O. The collected organic phases were passed through a phase separator cartridge and evaporated under vacuum to give the title compound as a pale yellow oil (97.6 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346790B2
Source datasetuspto-grants-2016_05
ORD IDord-260478dee2c348d2a8120e6f93059796
Source noteuspto-grants-2016_05